data_FR1
# 
_chem_comp.id                                    FR1 
_chem_comp.name                                  "2-[4-[[(S)-1-[[(S)-2-[[(RS)-3,3,3-TRIFLUORO-1-ISOPROPYL-2-OXOPROPYL]AMINOCARBONYL]PYRROLIDIN-1-YL-]CARBONYL]-2-METHYLPROPYL]AMINOCARBONYL]BENZOYLAMINO]ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H33 F3 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-06 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        570.558 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FR1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MMJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
FR1 C1   C1   C 0 1 Y N N -17.672 18.511 41.046 -4.222  -0.345 -0.109 C1   FR1 1  
FR1 C2   C2   C 0 1 Y N N -18.187 18.031 42.203 -5.459  0.259  -0.034 C2   FR1 2  
FR1 C3   C3   C 0 1 Y N N -17.950 16.742 42.676 -6.618  -0.515 -0.107 C3   FR1 3  
FR1 C4   C4   C 0 1 N N N -18.663 16.224 43.895 -7.947  0.133  -0.022 C4   FR1 4  
FR1 N5   N5   N 0 1 N N N -18.293 14.991 44.523 -8.036  1.469  0.128  N5   FR1 5  
FR1 O6   O6   O 0 1 N N N -19.593 16.874 44.338 -8.956  -0.540 -0.086 O6   FR1 6  
FR1 C7   C7   C 0 1 Y N N -17.100 15.922 41.978 -6.525  -1.898 -0.262 C7   FR1 7  
FR1 C8   C8   C 0 1 Y N N -16.571 16.405 40.772 -5.288  -2.501 -0.343 C8   FR1 8  
FR1 C9   C9   C 0 1 Y N N -16.851 17.695 40.288 -4.129  -1.728 -0.269 C9   FR1 9  
FR1 C10  C10  C 0 1 N N N -16.264 18.124 38.996 -2.801  -2.375 -0.356 C10  FR1 10 
FR1 O11  O11  O 0 1 N N N -16.244 17.527 37.897 -2.720  -3.580 -0.491 O11  FR1 11 
FR1 N12  N12  N 0 1 N N N -15.604 19.215 39.101 -1.681  -1.628 -0.285 N12  FR1 12 
FR1 C13  C13  C 0 1 N N S -14.803 19.629 37.965 -0.366  -2.269 -0.371 C13  FR1 13 
FR1 C14  C14  C 0 1 N N N -15.511 20.722 37.058 0.020   -2.446 -1.841 C14  FR1 14 
FR1 C15  C15  C 0 1 N N N -14.530 21.229 36.011 0.041   -1.080 -2.530 C15  FR1 15 
FR1 C16  C16  C 0 1 N N N -16.773 20.349 36.315 1.408   -3.083 -1.931 C16  FR1 16 
FR1 C17  C17  C 0 1 N N N -13.537 20.348 38.512 0.659   -1.406 0.318  C17  FR1 17 
FR1 O18  O18  O 0 1 N N N -13.534 21.560 38.758 0.543   -0.199 0.305  O18  FR1 18 
FR1 N19  N19  N 0 1 N N N -12.387 19.619 38.645 1.705   -1.976 0.949  N19  FR1 19 
FR1 C20  C20  C 0 1 N N S -11.072 20.327 38.963 2.813   -1.256 1.593  C20  FR1 20 
FR1 C21  C21  C 0 1 N N N -10.057 19.222 38.750 3.754   -2.315 2.205  C21  FR1 21 
FR1 C22  C22  C 0 1 N N N -10.862 17.910 38.974 2.834   -3.556 2.353  C22  FR1 22 
FR1 C23  C23  C 0 1 N N N -12.302 18.175 38.515 1.931   -3.425 1.101  C23  FR1 23 
FR1 C24  C24  C 0 1 N N N -10.607 21.478 38.017 3.561   -0.430 0.578  C24  FR1 24 
FR1 O25  O25  O 0 1 N N N -10.426 21.271 36.821 3.205   -0.428 -0.582 O25  FR1 25 
FR1 N26  N26  N 0 1 N N N -10.328 22.617 38.524 4.625   0.304  0.959  N26  FR1 26 
FR1 C27  C27  C 0 1 N N S -10.014 23.738 37.606 5.352   1.106  -0.028 C27  FR1 27 
FR1 C28  C28  C 0 1 N N N -10.940 24.957 38.024 4.661   2.461  -0.194 C28  FR1 28 
FR1 C29  C29  C 0 1 N N N -12.373 24.589 37.659 4.760   3.247  1.115  C29  FR1 29 
FR1 C30  C30  C 0 1 N N N -10.907 25.266 39.473 5.343   3.248  -1.314 C30  FR1 30 
FR1 C31  C31  C 0 1 N N N -8.438  23.824 37.433 6.768   1.319  0.442  C31  FR1 31 
FR1 O32  O32  O 0 1 N N N -8.103  24.991 36.831 7.024   1.285  1.622  O32  FR1 32 
FR1 C33  C33  C 0 1 N N N -7.936  22.707 36.383 7.864   1.574  -0.560 C33  FR1 33 
FR1 F34  F34  F 0 1 N N N -8.563  22.878 35.393 8.891   0.642  -0.375 F34  FR1 34 
FR1 F35  F35  F 0 1 N N N -6.701  22.697 36.061 7.350   1.450  -1.855 F35  FR1 35 
FR1 F36  F36  F 0 1 N N N -8.101  21.518 36.787 8.369   2.866  -0.380 F36  FR1 36 
FR1 C37  C37  C 0 1 N N N -18.905 14.785 45.851 -9.351  2.110  0.213  C37  FR1 37 
FR1 C38  C38  C 0 1 N N N -18.936 13.515 46.770 -9.175  3.598  0.377  C38  FR1 38 
FR1 O39  O39  O 0 1 N N N -20.003 13.430 47.446 -8.065  4.074  0.419  O39  FR1 39 
FR1 O40  O40  O 0 1 N N N -17.979 12.713 46.825 -10.251 4.394  0.477  O40  FR1 40 
FR1 HC1  HC1  H 0 1 N N N -17.915 19.539 40.729 -3.325  0.254  -0.051 HC1  FR1 41 
FR1 HC2  HC2  H 0 1 N N N -18.825 18.718 42.784 -5.531  1.330  0.086  HC2  FR1 42 
FR1 HN5  HN5  H 0 1 N N N -17.661 14.330 44.072 -7.230  2.007  0.180  HN5  FR1 43 
FR1 HC7  HC7  H 0 1 N N N -16.853 14.920 42.369 -7.422  -2.497 -0.320 HC7  FR1 44 
FR1 HC8  HC8  H 0 1 N N N -15.911 15.747 40.183 -5.216  -3.572 -0.463 HC8  FR1 45 
FR1 H12  H12  H 0 1 N N N -15.705 19.701 39.992 -1.746  -0.667 -0.178 H12  FR1 46 
FR1 H13  H13  H 0 1 N N N -14.607 18.709 37.366 -0.405  -3.245 0.114  H13  FR1 47 
FR1 H14  H14  H 0 1 N N N -15.830 21.474 37.817 -0.708  -3.090 -2.334 H14  FR1 48 
FR1 H151 1H15 H 0 0 N N N -14.093 20.400 35.407 0.316   -1.205 -3.577 H151 FR1 49 
FR1 H152 2H15 H 0 0 N N N -15.027 21.997 35.374 -0.947  -0.625 -2.466 H152 FR1 50 
FR1 H153 3H15 H 0 0 N N N -13.586 21.608 36.468 0.770   -0.435 -2.038 H153 FR1 51 
FR1 H161 1H16 H 0 0 N N N -17.516 19.952 37.045 2.150   -2.397 -1.524 H161 FR1 52 
FR1 H162 2H16 H 0 0 N N N -17.270 21.117 35.678 1.419   -4.011 -1.359 H162 FR1 53 
FR1 H163 3H16 H 0 0 N N N -16.571 19.444 35.696 1.643   -3.297 -2.973 H163 FR1 54 
FR1 H20  H20  H 0 1 N N N -11.184 20.805 39.964 2.421   -0.610 2.379  H20  FR1 55 
FR1 H211 1H21 H 0 0 N N N -9.145  19.312 39.386 4.123   -1.990 3.178  H211 FR1 56 
FR1 H212 2H21 H 0 0 N N N -9.529  19.271 37.769 4.581   -2.527 1.528  H212 FR1 57 
FR1 H221 1H22 H 0 0 N N N -10.800 17.534 40.022 2.244   -3.498 3.268  H221 FR1 58 
FR1 H222 2H22 H 0 0 N N N -10.401 17.025 38.476 3.414   -4.478 2.321  H222 FR1 59 
FR1 H231 1H23 H 0 0 N N N -12.562 17.772 37.508 0.985   -3.942 1.260  H231 FR1 60 
FR1 H232 2H23 H 0 0 N N N -13.088 17.602 39.060 2.440   -3.824 0.223  H232 FR1 61 
FR1 H26  H26  H 0 1 N N N -10.353 22.630 39.544 4.909   0.302  1.886  H26  FR1 62 
FR1 H27  H27  H 0 1 N N N -10.288 23.646 36.529 5.361   0.584  -0.985 H27  FR1 63 
FR1 H28  H28  H 0 1 N N N -10.563 25.860 37.489 3.612   2.305  -0.445 H28  FR1 64 
FR1 H291 1H29 H 0 0 N N N -12.700 23.621 38.105 5.809   3.403  1.367  H291 FR1 65 
FR1 H292 2H29 H 0 0 N N N -13.024 25.446 37.953 4.267   4.212  0.998  H292 FR1 66 
FR1 H293 3H29 H 0 0 N N N -12.489 24.302 36.588 4.274   2.686  1.914  H293 FR1 67 
FR1 H301 1H30 H 0 0 N N N -9.859  25.434 39.814 5.339   2.656  -2.229 H301 FR1 68 
FR1 H302 2H30 H 0 0 N N N -11.558 26.123 39.767 4.805   4.181  -1.483 H302 FR1 69 
FR1 H303 3H30 H 0 0 N N N -11.157 24.360 40.073 6.371   3.469  -1.029 H303 FR1 70 
FR1 H371 1H37 H 0 0 N N N -19.974 15.073 45.722 -9.913  1.909  -0.699 H371 FR1 71 
FR1 H372 2H37 H 0 0 N N N -18.480 15.593 46.492 -9.895  1.712  1.070  H372 FR1 72 
FR1 H40  H40  H 0 1 N N N -17.998 11.944 47.382 -10.138 5.349  0.582  H40  FR1 73 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
FR1 C1  C2   DOUB Y N 1  
FR1 C1  C9   SING Y N 2  
FR1 C1  HC1  SING N N 3  
FR1 C2  C3   SING Y N 4  
FR1 C2  HC2  SING N N 5  
FR1 C3  C4   SING N N 6  
FR1 C3  C7   DOUB Y N 7  
FR1 C4  N5   SING N N 8  
FR1 C4  O6   DOUB N N 9  
FR1 N5  C37  SING N N 10 
FR1 N5  HN5  SING N N 11 
FR1 C7  C8   SING Y N 12 
FR1 C7  HC7  SING N N 13 
FR1 C8  C9   DOUB Y N 14 
FR1 C8  HC8  SING N N 15 
FR1 C9  C10  SING N N 16 
FR1 C10 O11  DOUB N N 17 
FR1 C10 N12  SING N N 18 
FR1 N12 C13  SING N N 19 
FR1 N12 H12  SING N N 20 
FR1 C13 C14  SING N N 21 
FR1 C13 C17  SING N N 22 
FR1 C13 H13  SING N N 23 
FR1 C14 C15  SING N N 24 
FR1 C14 C16  SING N N 25 
FR1 C14 H14  SING N N 26 
FR1 C15 H151 SING N N 27 
FR1 C15 H152 SING N N 28 
FR1 C15 H153 SING N N 29 
FR1 C16 H161 SING N N 30 
FR1 C16 H162 SING N N 31 
FR1 C16 H163 SING N N 32 
FR1 C17 O18  DOUB N N 33 
FR1 C17 N19  SING N N 34 
FR1 N19 C20  SING N N 35 
FR1 N19 C23  SING N N 36 
FR1 C20 C21  SING N N 37 
FR1 C20 C24  SING N N 38 
FR1 C20 H20  SING N N 39 
FR1 C21 C22  SING N N 40 
FR1 C21 H211 SING N N 41 
FR1 C21 H212 SING N N 42 
FR1 C22 C23  SING N N 43 
FR1 C22 H221 SING N N 44 
FR1 C22 H222 SING N N 45 
FR1 C23 H231 SING N N 46 
FR1 C23 H232 SING N N 47 
FR1 C24 O25  DOUB N N 48 
FR1 C24 N26  SING N N 49 
FR1 N26 C27  SING N N 50 
FR1 N26 H26  SING N N 51 
FR1 C27 C28  SING N N 52 
FR1 C27 C31  SING N N 53 
FR1 C27 H27  SING N N 54 
FR1 C28 C29  SING N N 55 
FR1 C28 C30  SING N N 56 
FR1 C28 H28  SING N N 57 
FR1 C29 H291 SING N N 58 
FR1 C29 H292 SING N N 59 
FR1 C29 H293 SING N N 60 
FR1 C30 H301 SING N N 61 
FR1 C30 H302 SING N N 62 
FR1 C30 H303 SING N N 63 
FR1 C31 O32  DOUB N N 64 
FR1 C31 C33  SING N N 65 
FR1 C33 F34  SING N N 66 
FR1 C33 F35  SING N N 67 
FR1 C33 F36  SING N N 68 
FR1 C37 C38  SING N N 69 
FR1 C37 H371 SING N N 70 
FR1 C37 H372 SING N N 71 
FR1 C38 O39  DOUB N N 72 
FR1 C38 O40  SING N N 73 
FR1 O40 H40  SING N N 74 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
FR1 SMILES           ACDLabs              10.04 O=C(NC(C(=O)C(F)(F)F)C(C)C)C2N(C(=O)C(NC(=O)c1ccc(C(=O)NCC(=O)O)cc1)C(C)C)CCC2 
FR1 InChI            InChI                1.02b 
InChI=1/C26H33F3N4O7/c1-13(2)19(21(36)26(27,28)29)31-24(39)17-6-5-11-33(17)25(40)20(14(3)4)32-23(38)16-9-7-15(8-10-16)22(37)30-12-18(34)35/h7-10,13-14,17,19-20H,5-6,11-12H2,1-4H3,(H,30,37)(H,31,39)(H,32,38)(H,34,35)/t17-,19-,20-/m0/s1/f/h30-32,34H 
FR1 InChIKey         InChI                1.02b MRTSIBBMOWLRPY-VSYHJGKADS 
FR1 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)c1ccc(cc1)C(=O)NCC(O)=O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C)C)C(=O)C(F)(F)F 
FR1 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)c1ccc(cc1)C(=O)NCC(O)=O)C(=O)N2CCC[CH]2C(=O)N[CH](C(C)C)C(=O)C(F)(F)F 
FR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)C(F)(F)F)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)c2ccc(cc2)C(=O)NCC(=O)O 
FR1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)C(F)(F)F)NC(=O)C1CCCN1C(=O)C(C(C)C)NC(=O)c2ccc(cc2)C(=O)NCC(=O)O 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
FR1 "SYSTEMATIC NAME" ACDLabs              10.04 N-({4-[(carboxymethyl)carbamoyl]phenyl}carbonyl)-L-valyl-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]-L-prolinamide                                               
FR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[4-[[(2S)-3-methyl-1-oxo-1-[(2S)-2-[[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-pentan-3-yl]carbamoyl]pyrrolidin-1-yl]butan-2-yl]carbamoyl]phenyl]carbonylamino]ethanoic acid" 
# 
